Photo by Shannon Willitts

Roosevelt Roads Holiday Rentals

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Holiday Rentals in Roosevelt Roads

Picuas Village

3.0 star property
7.6 out of 10, Good, (35)
"The property is quite stunning with its view. Could not be closer to the water. Beds were a bit hard for our liking so we bought mattress toppers at Walmart and slept just fine. Would be nice if shower water was a bit warmer but it sufficed. Property advertises a jacuzzi tub. While technically this correct, it is NOT a hot tub. Water is not heated. Feel like this should be clarified in the listing. The sliding glass doors to both bedrooms need some maintenance…extremely loud and hard to...
The price is AU$531
includes taxes & fees
25 Feb - 26 Feb
Picuas Village

Casa Parcha

3.5 star property
10.0 out of 10, Exceptional, (11)
"Unique and wonderful place, enjoyed the many outdoor spaces, hearing about the history of the area."
The price is AU$294
includes taxes & fees
21 Feb - 22 Feb
Casa Parcha

Beachfront Studios

3.0 star property
9.8 out of 10, Exceptional, (54)
"Lovely experience and will definitely return. "
Beachfront Studios

Golfside Villas

4.5 star property
10.0 out of 10, Exceptional, (1)
"It was very clean and modern. There were no restaurants or bars on the property "
Golfside Villas

El Yunque Rainforest

3.5 star property
10.0 out of 10, Exceptional, (11)
"Awesome stay Yessinia was great! Will be back!!"
The price is AU$321
includes taxes & fees
5 Mar - 6 Mar
El Yunque Rainforest

Playa Colorá

3.0 star property
9.0 out of 10, Wonderful, (161)
"Beautiful place to stay, we wish we had more days to spend here! Lovely host, our room is beautiful, nicely decorated, very clean, cold ac, nice fridge and sitting area etc. "
The price is AU$219
includes taxes & fees
23 Feb - 24 Feb
Playa Colorá

Aquatika Paraiso Tropical

3.0 star property
8.4 out of 10, Very good, (153)
"I love it I want to come back soon The Rbnb was nice just the way I seen it in the picture clean with a lot of equipment the Kichen have everything even stuff to cook I give it a 5 start The balcony was nice and clean my kids enjoy it And a lot of space to for my 4 kids Also nice view In one words “Clean”"
Aquatika Paraiso Tropical

Solarea Resort

2.5 star property
7.8 out of 10, Good, (27)
"Beautiful place to stay!"
Solarea Resort

Playa Escondida

3.5 star property
9.4 out of 10, Exceptional, (76)
"Great place to stay, short walk to seven seas beach & a nice restaurant Costa Mia. Place was clean, modern, & had everything we needed for a good night stay. Good communication from host, definitely somewhere I'd stay again if in the area!"
The price is AU$219
includes taxes & fees
21 Feb - 22 Feb
Playa Escondida

Playa icacos

2.0 star property
9.2 out of 10, Wonderful, (56)
"I like the entire facility and their supplies. Good communication between owner. My son stayed next to me.Not easy to find the place. ."
The price is AU$219
includes taxes & fees
20 Feb - 21 Feb
Playa icacos

Garden Suite near the Beach and restaurants!

10.0 out of 10, Exceptional, (53)
"Pictures are great but the smells of all the plants, sounds of the frogs, the warmth of the sun as you lounge in the chairs make this place really special. We grabbed steak and grilled it, microwaved potatoes and had romantic little supper. Adam made sure we had everything we needed. The neighborhood is very quiet but there is a playground across the street. With two bedrooms a family could stay. We went to beach during the day and he had boogie board we could use too. Great stay and Adam is a...
The price is AU$301
includes taxes & fees
3 Mar - 4 Mar
Garden Suite near the Beach and restaurants!

Isla Bonita Ocean View Condo- Lovely Getaway

9.6 out of 10, Exceptional, (32)
"The view from the balcony was beautiful! "
Isla Bonita Ocean View Condo- Lovely Getaway

OCEANFRONT, COZY And GREAT VIEW, 2B/2B/1Pk

10.0 out of 10, Exceptional, (32)
"Wonderful home base with plenty to explore in the neighborhood. "
OCEANFRONT, COZY And GREAT VIEW, 2B/2B/1Pk

La Casona Blanca Location Location

10.0 out of 10, Exceptional, (69)
"Our group of friends were at La Casona Blanca for twelve nights in January, 2025. The property is even nicer than the pictures in VRBO. The place is spectacular, clean and comfortable and stocked with everything we needed for a great Vieques vacation. Charles was around to answer questions and the pool was cleaned and property maintained while we were there. My husband and I have vacationed in Vieques a few times and we enjoyed sharing the island with friends at this gorgeous property. The...
La Casona Blanca Location Location

View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort

10.0 out of 10, Exceptional, (139)
"Communication was fabulous! The property was great. I only left a 4 star on the accuracy and check in as i couldn't print the directions as we were already on the way to airport, and it's a 20 minute walk to the beach, but 5 minutes on the golf cart. We really enjoyed our trip!"
View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort

Jewel in the sky, joy on the beach: beachfront penthouse, views of El Yunque

9.6 out of 10, Exceptional, (19)
"We had a fantastic stay! The host was very helpful, even answering a late night call to help us find the apartment. The host also had thoughtful extras such as towels, water bottles, and umbrellas. The place is beautiful, with a balcony overlooking the waves. The location is close to the Luquillo beach, rainforest, but you’ll need a car to get around. Old San Juan is a 45 min drive away. We’d definitely stay here again "
Jewel in the sky, joy on the beach: beachfront penthouse, views of El Yunque

Luxury Villa with Pool, Heated Jacuzzi, & Terrace in El Yunque Rainforest

9.2 out of 10, Wonderful, (7)
"We enjoyed our stay! Ryan was very helpful with any questions we had! Check in process was easy. In a great location at the base of El Yunque rainforest. Worked great for 14 people. Would definitely recommend to large groups who would like having a pool and hot tub. "
Luxury Villa with Pool, Heated Jacuzzi, & Terrace in El Yunque Rainforest

Breezy Beachfront apt. View of Paradise

3.0 star property
9.4 out of 10, Exceptional, (23)
"We had a lovely stay at this condo! The view of the ocean is spectacular and falling asleep to the sound of the waves every night was wonderful. Rafael was very responsive and had put together a very thorough guide, which had all the checking in/out info as well as local restaurant and activity recommendations. We would definitely stay here again. Also, just my 2 cents to potential visitors in reference to prior reviews: if youre looking to stay in the lap of luxury, keep looking and expect to...
Breezy Beachfront apt. View of Paradise

Breathtaking view (12th Floor). Ocean front beautifully decorated!

9.6 out of 10, Exceptional, (148)
"We stayed here for 3 weeks, so we really lived in this place and in the area. The area is fantastic. Amazing beach, great complex, adorable town, and so close to must see things like Old San Juan and El Yunque Rainforest. Definitely recommend renting a car, because while you can walk to groceries and other conveniences, it'd be a shame to miss the sites that are a drive away.The place was comfortable (other reviews are right about the futons not being so comfy, though!). There were plenty of...
Breathtaking view (12th Floor). Ocean front beautifully decorated!

Garden Hideaway- nestled between Rainforest and the Beach surrounded in nature

9.4 out of 10, Exceptional, (14)
"Host was very responsive."
The price is AU$433
includes taxes & fees
19 Feb - 20 Feb
Garden Hideaway- nestled between Rainforest and the Beach surrounded in nature
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Roosevelt Roads you may be interested in

El Conquistador Resort

4.0 star property
9.0 out of 10, Wonderful, (2599)
"Ballyhoo Ease of Access to ferry !! The aroma of the entire property is amazing. "
The price is AU$796
includes taxes & fees
1 Mar - 2 Mar
El Conquistador Resort

Hyatt Regency Grand Reserve Puerto Rico

4.0 star property
8.8 out of 10, Excellent, (2052)
"The resort was so beautiful the staff was so kind and caring and thoughtful, especially Natasha Reyes one of the bartenders or waitresses there super kind to me I would come back here again "
The price is AU$731
includes taxes & fees
3 Mar - 4 Mar
Hyatt Regency Grand Reserve Puerto Rico

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5.0 star property
8.6 out of 10, Excellent, (2069)
"Full beach access for miles. "
The price is AU$936
includes taxes & fees
16 Mar - 17 Mar
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Roosevelt Roads?

Yes, there are holiday rentals close to the most popular sights in Roosevelt Roads, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Roosevelt Roads has to offer?

Dream Beach House By Sonsoleá Host: This holiday home rental outside of Roosevelt Roads is located by the ocean, and has a patio, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a hob and a microwave. You and your friends and family can relax into your holiday with amenities such as a private garden.

What’s there to see and do in Roosevelt Roads?

Playa Medio Mundo and Playa Los Machos are a couple of great spots to enjoy nature, whereas other top attractions include Ceiba Ferry Terminal. Other popular places to visit in the area include El Yunque National Forest and Luquillo Beach.

What’s a holiday rental in Roosevelt Roads like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Roosevelt Roads. Holiday rentals feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.